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An expression originated from the 1982 hit "1999" by Prince, it was originally used to mean "to have the wildest party of your life", like you would if you were to celebrate the opening of a new millennium. It became obsolete after 1999, so, if now you express your intentions to "party like it's 1999", people will believe you want to celebrate by [listening to music] like "La Flaca" and "Mambo Number 5", [cracking jokes] about [Monica Lewinsky], playing with a Playstation 1 and talking about The Matrix like "OMG TEH BEST MOVIE EVAR!!!111"
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